(6-Methoxy-1H-benzo[d]imidazol-2-yl)methanol

Name: (6-Methoxy-1H-benzo[d]imidazol-2-yl)methanol
Brand: ChemScene
Availability: InStock
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CAS No. 20033-99-2
Cat. No. CS-0135309
Purity≥97%
MDL No.MFCD08059827

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Type	HazMat Fee
Excepted Quantity	$0.00
FedEx Limited Quantities Ground	$0.00
Hazmat Ground shipping	$50.00+
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(6-Methoxy-1H-benzo[d]imidazol-2-yl)methanol|CS-0135309

Structure of 20033-99-2

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General Information

CAS No. 20033-99-2
Cat. No. CS-0135309
Purity ≥97%
MDL No. MFCD08059827
Storage 4°C, protect from light
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₉H₁₀N₂O₂
Molecular Weight 178.19
Synonym(s) 2-(Hydroxymethyl)-5-methoxybenzimidazole
SMILES COC1=CC=C2C(N=C(CO)N2)=C1

Description

This bench-stable benzimidazole derivative features a methoxy group at the 6-position and a primary alcohol at the 2-position, enabling direct functionalization in synthetic workflows. The electron-rich aromatic core supports efficient coupling reactions, while the hydroxymethyl moiety offers versatility in conjugation strategies.

Application

(6-Methoxy-1H-benzo[d]imidazol-2-yl)methanol serves as a versatile building block for heterocyclic synthesis, enabling efficient functionalization at the benzoimidazole C2 position. Its aldehyde functionality facilitates reductive amination, coupling reactions, and conjugation with nucleophiles, while the methoxy group enhances solubility and modulates electronic properties. The compound exhibits good bench stability and is compatible with standard purification protocols, making it well-suited for medicinal chemistry campaigns and API intermediate development.

Synthesis

Route1
- In-stock
  
  79-14-1
- 102-51-2
- ~52%
- In-stock
  
  20033-99-2
References
- Eom, Young Woo; Oh, Sangtae; Woo, Ho Bum; Ham, Jungyeob; Ahn, Chan Mug; Lee, Seokjoon Bulletin of the Korean Chemical Society, 2013 , vol. 34, # 4 p. 1272 - 1274

Safety Information

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GHS Pictogram :	GHS No : GHS05
Signal Word : Danger	UN#: N/A
Class : N/A	Packing Group : N/A
Hazard Statements : H318
Precautionary Statements : P280-P305+P351+P338-P310

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Computational Chemistry Data

TPSA 58.14
LogP 1.0638
H_Acceptors 3
H_Donors 2
Rotatable_Bonds 2

Other Classifications

Building Blocks Skeleton Aromatic heterocycle compounds Benzimidazole compounds

Key Words

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(6-Methoxy-1H-benzo[d]imidazol-2-yl)methanol

CAS No. 20033-99-2

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